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Base-Controlled Reaction of α,β-Unsaturated Trifluoromethyl Ketone and Dialkyl Phosphite

Author:
Zhang, Fan, Jiang, Min, Liu, Jin-Tao
Source:
Tetrahedron letters 2017
ISSN:
0040-4039
Subject:
chemical reactions, chemical structure, ketones, phosphates, phosphonates
Abstract:
Base-controlled selective reactions of α,β-unsaturated trifluoromethyl ketones with dialkyl phosphites were achieved. In the presence of DABCO, the Pudovik reaction took place readily to give the corresponding α-hydroxy phosphonates in high yields under mild conditions. While using DBU as base, the Phospha-Brook rearrangement of α-hydroxy phosphonates formed in the reaction occurred to afford phosphates as final products.
Agid:
5663066